US5922117A - Ink compositions containing alcohols - Google Patents
Ink compositions containing alcohols Download PDFInfo
- Publication number
- US5922117A US5922117A US08/935,639 US93563997A US5922117A US 5922117 A US5922117 A US 5922117A US 93563997 A US93563997 A US 93563997A US 5922117 A US5922117 A US 5922117A
- Authority
- US
- United States
- Prior art keywords
- ink
- alcohol
- accordance
- diol
- benzyl alcohol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 66
- 150000001298 alcohols Chemical class 0.000 title claims description 11
- 239000007787 solid Substances 0.000 claims abstract description 80
- 239000007788 liquid Substances 0.000 claims abstract description 52
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 48
- 239000003086 colorant Substances 0.000 claims abstract description 34
- -1 alcohol compound Chemical class 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 23
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 22
- 239000006096 absorbing agent Substances 0.000 claims abstract description 20
- 238000002844 melting Methods 0.000 claims description 32
- 230000008018 melting Effects 0.000 claims description 32
- 238000007639 printing Methods 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 24
- NZYMWGXNIUZYRC-UHFFFAOYSA-N hexadecyl 3,5-ditert-butyl-4-hydroxybenzoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NZYMWGXNIUZYRC-UHFFFAOYSA-N 0.000 claims description 22
- 230000008569 process Effects 0.000 claims description 20
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 18
- YLPZVNXGKBIJBW-UHFFFAOYSA-M benzyl-dimethyl-tetradecylazanium;chloride;dihydrate Chemical compound O.O.[Cl-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 YLPZVNXGKBIJBW-UHFFFAOYSA-M 0.000 claims description 16
- 239000000758 substrate Substances 0.000 claims description 15
- SZAQZZKNQILGPU-UHFFFAOYSA-N 2-[1-(2-hydroxy-3,5-dimethylphenyl)-2-methylpropyl]-4,6-dimethylphenol Chemical compound C=1C(C)=CC(C)=C(O)C=1C(C(C)C)C1=CC(C)=CC(C)=C1O SZAQZZKNQILGPU-UHFFFAOYSA-N 0.000 claims description 13
- 235000019445 benzyl alcohol Nutrition 0.000 claims description 11
- DWANEFRJKWXRSG-UHFFFAOYSA-N 1,2-tetradecanediol Chemical compound CCCCCCCCCCCCC(O)CO DWANEFRJKWXRSG-UHFFFAOYSA-N 0.000 claims description 10
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 claims description 10
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 150000003938 benzyl alcohols Chemical class 0.000 claims description 9
- UKFLLQIRBABMKF-UHFFFAOYSA-N (4-ethoxyphenyl)methanol Chemical compound CCOC1=CC=C(CO)C=C1 UKFLLQIRBABMKF-UHFFFAOYSA-N 0.000 claims description 8
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 8
- 230000005855 radiation Effects 0.000 claims description 8
- 150000002009 diols Chemical class 0.000 claims description 7
- BOJQBBXPSVGTQT-LBPRGKRZSA-N tert-butyl n-[(2s)-1-cyclohexyl-3-hydroxypropan-2-yl]carbamate Chemical compound CC(C)(C)OC(=O)N[C@H](CO)CC1CCCCC1 BOJQBBXPSVGTQT-LBPRGKRZSA-N 0.000 claims description 7
- LEBQTCCCNMTXSF-UHFFFAOYSA-N (2,5-dimethylphenyl)methanol Chemical compound CC1=CC=C(C)C(CO)=C1 LEBQTCCCNMTXSF-UHFFFAOYSA-N 0.000 claims description 6
- QPHLRCUCFDXGLY-UHFFFAOYSA-N (3,4,5-trimethoxyphenyl)methanol Chemical compound COC1=CC(CO)=CC(OC)=C1OC QPHLRCUCFDXGLY-UHFFFAOYSA-N 0.000 claims description 6
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 claims description 6
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims description 6
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 claims description 6
- AUWDOZOUJWEPBA-UHFFFAOYSA-N 2-(4-methoxyphenyl)ethanol Chemical compound COC1=CC=C(CCO)C=C1 AUWDOZOUJWEPBA-UHFFFAOYSA-N 0.000 claims description 6
- JVZZUPJFERSVRN-UHFFFAOYSA-N 2-methyl-2-propylpropane-1,3-diol Chemical compound CCCC(C)(CO)CO JVZZUPJFERSVRN-UHFFFAOYSA-N 0.000 claims description 6
- AMQIPHZFLIDOCB-UHFFFAOYSA-N 3-(2-hydroxyethyl)phenol Chemical compound OCCC1=CC=CC(O)=C1 AMQIPHZFLIDOCB-UHFFFAOYSA-N 0.000 claims description 6
- NJCVPQRHRKYSAZ-UHFFFAOYSA-N 3-(4-Hydroxyphenyl)-1-propanol Chemical compound OCCCC1=CC=C(O)C=C1 NJCVPQRHRKYSAZ-UHFFFAOYSA-N 0.000 claims description 6
- LPYUENQFPVNPHY-UHFFFAOYSA-N 3-methoxycatechol Chemical compound COC1=CC=CC(O)=C1O LPYUENQFPVNPHY-UHFFFAOYSA-N 0.000 claims description 6
- MSHFRERJPWKJFX-UHFFFAOYSA-N 4-Methoxybenzyl alcohol Chemical compound COC1=CC=C(CO)C=C1 MSHFRERJPWKJFX-UHFFFAOYSA-N 0.000 claims description 6
- 229940086681 4-aminobenzoate Drugs 0.000 claims description 6
- RLMGYIOTPQVQJR-UHFFFAOYSA-N cyclohexane-1,3-diol Chemical compound OC1CCCC(O)C1 RLMGYIOTPQVQJR-UHFFFAOYSA-N 0.000 claims description 6
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 6
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 claims description 6
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 6
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 6
- BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 claims description 6
- YASWBJXTHOXPGK-UHFFFAOYSA-N n-(4-hydroxyphenyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC1=CC=C(O)C=C1 YASWBJXTHOXPGK-UHFFFAOYSA-N 0.000 claims description 6
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 claims description 6
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical compound NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 claims description 6
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 claims description 6
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 claims description 6
- ICJVQAHPHKYCNU-UHFFFAOYSA-N (2-ethoxyphenyl)methanol Chemical compound CCOC1=CC=CC=C1CO ICJVQAHPHKYCNU-UHFFFAOYSA-N 0.000 claims description 5
- 229940031723 1,2-octanediol Drugs 0.000 claims description 5
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 claims description 5
- SFRDXVJWXWOTEW-UHFFFAOYSA-N 2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)CO SFRDXVJWXWOTEW-UHFFFAOYSA-N 0.000 claims description 5
- CLYAQFSQLQTVNO-UHFFFAOYSA-N 3-cyclohexylpropan-1-ol Chemical compound OCCCC1CCCCC1 CLYAQFSQLQTVNO-UHFFFAOYSA-N 0.000 claims description 5
- ZTISUHQLYYPYFA-UHFFFAOYSA-N [5-(hydroxymethyl)-1,3-dioxan-5-yl]methanol Chemical compound OCC1(CO)COCOC1 ZTISUHQLYYPYFA-UHFFFAOYSA-N 0.000 claims description 5
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 5
- 150000001414 amino alcohols Chemical class 0.000 claims description 5
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 claims description 5
- YSRSBDQINUMTIF-UHFFFAOYSA-N decane-1,2-diol Chemical compound CCCCCCCCC(O)CO YSRSBDQINUMTIF-UHFFFAOYSA-N 0.000 claims description 5
- DEFUSPNGFCCTEU-UHFFFAOYSA-N dicyclohexylmethanol Chemical compound C1CCCCC1C(O)C1CCCCC1 DEFUSPNGFCCTEU-UHFFFAOYSA-N 0.000 claims description 5
- ZITKDVFRMRXIJQ-UHFFFAOYSA-N dodecane-1,2-diol Chemical compound CCCCCCCCCCC(O)CO ZITKDVFRMRXIJQ-UHFFFAOYSA-N 0.000 claims description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 5
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 claims description 5
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims description 5
- PFYOXQQFOSJVRA-UHFFFAOYSA-N octyl 2-(dimethylamino)benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1N(C)C PFYOXQQFOSJVRA-UHFFFAOYSA-N 0.000 claims description 5
- XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 claims description 5
- 229950006800 prenderol Drugs 0.000 claims description 5
- GDESWOTWNNGOMW-UHFFFAOYSA-N resorcinol monobenzoate Chemical compound OC1=CC=CC(OC(=O)C=2C=CC=CC=2)=C1 GDESWOTWNNGOMW-UHFFFAOYSA-N 0.000 claims description 5
- CRLBBOBKCLYCJK-UHFFFAOYSA-N (2,3-dimethoxyphenyl)methanol Chemical compound COC1=CC=CC(CO)=C1OC CRLBBOBKCLYCJK-UHFFFAOYSA-N 0.000 claims description 4
- RNKOUSCCPHSCFE-UHFFFAOYSA-N (2,4-dimethoxyphenyl)methanol Chemical compound COC1=CC=C(CO)C(OC)=C1 RNKOUSCCPHSCFE-UHFFFAOYSA-N 0.000 claims description 4
- ZZFCUESFXBCRSC-UHFFFAOYSA-N (2-chloro-6-fluorophenyl)methanol Chemical compound OCC1=C(F)C=CC=C1Cl ZZFCUESFXBCRSC-UHFFFAOYSA-N 0.000 claims description 4
- VKTQADPEPIVMHK-UHFFFAOYSA-N (2-phenylphenyl)methanol Chemical compound OCC1=CC=CC=C1C1=CC=CC=C1 VKTQADPEPIVMHK-UHFFFAOYSA-N 0.000 claims description 4
- AUDBREYGQOXIFT-UHFFFAOYSA-N (3,5-dimethoxyphenyl)methanol Chemical compound COC1=CC(CO)=CC(OC)=C1 AUDBREYGQOXIFT-UHFFFAOYSA-N 0.000 claims description 4
- AFKLSWIRJUJWKY-UHFFFAOYSA-N (3-phenylmethoxyphenyl)methanol Chemical compound OCC1=CC=CC(OCC=2C=CC=CC=2)=C1 AFKLSWIRJUJWKY-UHFFFAOYSA-N 0.000 claims description 4
- MGKNBDBZIKPUFM-UHFFFAOYSA-N (4-butoxyphenyl)methanol Chemical compound CCCCOC1=CC=C(CO)C=C1 MGKNBDBZIKPUFM-UHFFFAOYSA-N 0.000 claims description 4
- VGHBIJJTMFYTPY-UHFFFAOYSA-N 1-[2-(trifluoromethyl)phenyl]ethanol Chemical compound CC(O)C1=CC=CC=C1C(F)(F)F VGHBIJJTMFYTPY-UHFFFAOYSA-N 0.000 claims description 4
- BDGGUWSWAKGEGH-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride;hydrate Chemical compound O.[Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 BDGGUWSWAKGEGH-UHFFFAOYSA-M 0.000 claims description 4
- ZJNLYGOUHDJHMG-UHFFFAOYSA-N 1-n,4-n-bis(5-methylhexan-2-yl)benzene-1,4-diamine Chemical compound CC(C)CCC(C)NC1=CC=C(NC(C)CCC(C)C)C=C1 ZJNLYGOUHDJHMG-UHFFFAOYSA-N 0.000 claims description 4
- BSXJTDJJVULBTQ-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononan-1-ol Chemical compound OCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F BSXJTDJJVULBTQ-UHFFFAOYSA-N 0.000 claims description 4
- VMZVBRIIHDRYGK-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VMZVBRIIHDRYGK-UHFFFAOYSA-N 0.000 claims description 4
- ZBIDZPHRNBZTLT-UHFFFAOYSA-N 2-(1-adamantyl)ethanol Chemical compound C1C(C2)CC3CC2CC1(CCO)C3 ZBIDZPHRNBZTLT-UHFFFAOYSA-N 0.000 claims description 4
- QYMKLPYJMOMVNV-UHFFFAOYSA-N 2-n-(4-methylpentan-2-yl)-1-n-phenylbenzene-1,2-diamine Chemical compound CC(C)CC(C)NC1=CC=CC=C1NC1=CC=CC=C1 QYMKLPYJMOMVNV-UHFFFAOYSA-N 0.000 claims description 4
- VAJVDSVGBWFCLW-UHFFFAOYSA-N 3-Phenyl-1-propanol Chemical compound OCCCC1=CC=CC=C1 VAJVDSVGBWFCLW-UHFFFAOYSA-N 0.000 claims description 4
- BJTWPJOGDWRYDD-UHFFFAOYSA-N [3,5-bis(trifluoromethyl)phenyl]methanol Chemical compound OCC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 BJTWPJOGDWRYDD-UHFFFAOYSA-N 0.000 claims description 4
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 claims description 4
- AJQWOUVFEBQHAN-UHFFFAOYSA-M benzyl-hexadecyl-dimethylazanium;chloride;hydrate Chemical compound O.[Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 AJQWOUVFEBQHAN-UHFFFAOYSA-M 0.000 claims description 4
- DLNLFCFNKRAEIN-UHFFFAOYSA-N dimethyl(19-phenylnonadecyl)azanium;chloride;hydrate Chemical compound O.[Cl-].C[NH+](C)CCCCCCCCCCCCCCCCCCCC1=CC=CC=C1 DLNLFCFNKRAEIN-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- HQFTZNVQVRRDLN-UHFFFAOYSA-M tetramethylazanium;fluoride;tetrahydrate Chemical compound O.O.O.O.[F-].C[N+](C)(C)C HQFTZNVQVRRDLN-UHFFFAOYSA-M 0.000 claims description 4
- RYVBINGWVJJDPU-UHFFFAOYSA-M tributyl(hexadecyl)phosphanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[P+](CCCC)(CCCC)CCCC RYVBINGWVJJDPU-UHFFFAOYSA-M 0.000 claims description 4
- HQRWWHIETAKIMO-JTQLQIEISA-N (1s)-1-phenylbutan-1-ol Chemical compound CCC[C@H](O)C1=CC=CC=C1 HQRWWHIETAKIMO-JTQLQIEISA-N 0.000 claims description 3
- QUIMJTKRVOBTQN-UHFFFAOYSA-N (2,4-dimethylphenyl)methanol Chemical compound CC1=CC=C(CO)C(C)=C1 QUIMJTKRVOBTQN-UHFFFAOYSA-N 0.000 claims description 3
- WYLYBQSHRJMURN-UHFFFAOYSA-N (2-methoxyphenyl)methanol Chemical compound COC1=CC=CC=C1CO WYLYBQSHRJMURN-UHFFFAOYSA-N 0.000 claims description 3
- VPSSPAXIFBTOHY-LURJTMIESA-N (2s)-2-amino-4-methylpentan-1-ol Chemical compound CC(C)C[C@H](N)CO VPSSPAXIFBTOHY-LURJTMIESA-N 0.000 claims description 3
- IQWWTJDRVBWBEL-UHFFFAOYSA-N (3,5-dimethylphenyl)methanol Chemical compound CC1=CC(C)=CC(CO)=C1 IQWWTJDRVBWBEL-UHFFFAOYSA-N 0.000 claims description 3
- ZSRDNPVYGSFUMD-UHFFFAOYSA-N (3-chlorophenyl)methanol Chemical compound OCC1=CC=CC(Cl)=C1 ZSRDNPVYGSFUMD-UHFFFAOYSA-N 0.000 claims description 3
- UDWBMXSQHOHKOI-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoro-10-iododecane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I UDWBMXSQHOHKOI-UHFFFAOYSA-N 0.000 claims description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 3
- XACQZFVINUCPQX-UHFFFAOYSA-N 1-n-phenyl-2-n-propan-2-ylbenzene-1,2-diamine Chemical compound CC(C)NC1=CC=CC=C1NC1=CC=CC=C1 XACQZFVINUCPQX-UHFFFAOYSA-N 0.000 claims description 3
- XFGANBYCJWQYBI-UHFFFAOYSA-N 11-bromoundecan-1-ol Chemical compound OCCCCCCCCCCCBr XFGANBYCJWQYBI-UHFFFAOYSA-N 0.000 claims description 3
- RORBTKDJFQCFMD-UHFFFAOYSA-N 2,2,6,6-tetrachlorocyclohexan-1-ol Chemical compound OC1C(Cl)(Cl)CCCC1(Cl)Cl RORBTKDJFQCFMD-UHFFFAOYSA-N 0.000 claims description 3
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 claims description 3
- ILDXSRFKXABMHH-UHFFFAOYSA-N 2-(2-aminophenyl)ethanol Chemical compound NC1=CC=CC=C1CCO ILDXSRFKXABMHH-UHFFFAOYSA-N 0.000 claims description 3
- ABFCOJLLBHXNOU-UHFFFAOYSA-N 2-(2-hydroxyphenyl)ethanol Chemical compound OCCC1=CC=CC=C1O ABFCOJLLBHXNOU-UHFFFAOYSA-N 0.000 claims description 3
- SRQAJMUHZROVHW-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)ethanol Chemical compound COC1=CC=C(CCO)C=C1OC SRQAJMUHZROVHW-UHFFFAOYSA-N 0.000 claims description 3
- NWYYWIJOWOLJNR-UHFFFAOYSA-N 2-Amino-3-methyl-1-butanol Chemical compound CC(C)C(N)CO NWYYWIJOWOLJNR-UHFFFAOYSA-N 0.000 claims description 3
- MXZROAOUCUVNHX-UHFFFAOYSA-N 2-Aminopropanol Chemical compound CCC(N)O MXZROAOUCUVNHX-UHFFFAOYSA-N 0.000 claims description 3
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 claims description 3
- DPEOTCPCYHSVTC-UHFFFAOYSA-N 2-aminohexan-1-ol Chemical compound CCCCC(N)CO DPEOTCPCYHSVTC-UHFFFAOYSA-N 0.000 claims description 3
- LNCZPZFNQQFXPT-UHFFFAOYSA-N 2-phenyl-1,2-propanediol Chemical compound OCC(O)(C)C1=CC=CC=C1 LNCZPZFNQQFXPT-UHFFFAOYSA-N 0.000 claims description 3
- BDCFWIDZNLCTMF-UHFFFAOYSA-N 2-phenylpropan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1 BDCFWIDZNLCTMF-UHFFFAOYSA-N 0.000 claims description 3
- YFEAYNIMJBHJCM-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-ol Chemical compound CC1(C)CC(O)CC(C)(CN)C1 YFEAYNIMJBHJCM-UHFFFAOYSA-N 0.000 claims description 3
- IIGNZLVHOZEOPV-UHFFFAOYSA-N 3-Methoxybenzyl alcohol Chemical compound COC1=CC=CC(CO)=C1 IIGNZLVHOZEOPV-UHFFFAOYSA-N 0.000 claims description 3
- JJCKHVUTVOPLBV-UHFFFAOYSA-N 3-Methylbenzyl alcohol Chemical compound CC1=CC=CC(CO)=C1 JJCKHVUTVOPLBV-UHFFFAOYSA-N 0.000 claims description 3
- JZFUHAGLMZWKTF-UHFFFAOYSA-N 3-chloro-1-phenylpropan-1-ol Chemical compound ClCCC(O)C1=CC=CC=C1 JZFUHAGLMZWKTF-UHFFFAOYSA-N 0.000 claims description 3
- YFBMUIMQJYESPZ-UHFFFAOYSA-N 3-phenoxy-1,2-propanediol Natural products C1C(OC(C)=O)CCC2(C)C3=CCC4(C)C(C(C)CCC(CC)C(C)C)CCC4(C)C3CCC21 YFBMUIMQJYESPZ-UHFFFAOYSA-N 0.000 claims description 3
- FNQIYTUXOKTMDM-UHFFFAOYSA-N 3-phenoxypropane-1,2-diol Chemical compound OCC(O)COC1=CC=CC=C1 FNQIYTUXOKTMDM-UHFFFAOYSA-N 0.000 claims description 3
- WQOWCQQAYGOQNI-UHFFFAOYSA-N 4-(3-hydroxypropyl)-4-nitroheptane-1,7-diol Chemical compound OCCCC(CCCO)(CCCO)[N+]([O-])=O WQOWCQQAYGOQNI-UHFFFAOYSA-N 0.000 claims description 3
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 claims description 3
- 229940044174 4-phenylenediamine Drugs 0.000 claims description 3
- CCOQPGVQAWPUPE-UHFFFAOYSA-N 4-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCC(O)CC1 CCOQPGVQAWPUPE-UHFFFAOYSA-N 0.000 claims description 3
- 229940091886 4-tert-butylcyclohexanol Drugs 0.000 claims description 3
- LQGKDMHENBFVRC-UHFFFAOYSA-N 5-aminopentan-1-ol Chemical compound NCCCCCO LQGKDMHENBFVRC-UHFFFAOYSA-N 0.000 claims description 3
- JSHPTIGHEWEXRW-UHFFFAOYSA-N 5-hydroxypentan-2-one Chemical compound CC(=O)CCCO JSHPTIGHEWEXRW-UHFFFAOYSA-N 0.000 claims description 3
- SUTWPJHCRAITLU-UHFFFAOYSA-N 6-aminohexan-1-ol Chemical compound NCCCCCCO SUTWPJHCRAITLU-UHFFFAOYSA-N 0.000 claims description 3
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 claims description 3
- JHWQMXKQJVAWKI-UHFFFAOYSA-N UNPD187286 Natural products OCC(O)CC1=CC=CC=C1 JHWQMXKQJVAWKI-UHFFFAOYSA-N 0.000 claims description 3
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 3
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 claims description 3
- COJRWHSKVYUZHQ-UHFFFAOYSA-N alpha-methyl-3-hydroxybenzyl alcohol Natural products CC(O)C1=CC=CC(O)=C1 COJRWHSKVYUZHQ-UHFFFAOYSA-N 0.000 claims description 3
- ASIDMJNTHJYVQJ-UHFFFAOYSA-N bromo-dodecanol Chemical compound OCCCCCCCCCCCCBr ASIDMJNTHJYVQJ-UHFFFAOYSA-N 0.000 claims description 3
- 229960000541 cetyl alcohol Drugs 0.000 claims description 3
- YDRSQRPHLBEPTP-OLQVQODUSA-N cis-cyclohexa-3,5-diene-1,2-diol Chemical compound O[C@H]1C=CC=C[C@H]1O YDRSQRPHLBEPTP-OLQVQODUSA-N 0.000 claims description 3
- QCRFMSUKWRQZEM-UHFFFAOYSA-N cycloheptanol Chemical compound OC1CCCCCC1 QCRFMSUKWRQZEM-UHFFFAOYSA-N 0.000 claims description 3
- BMCQFFXPECPDPS-UHFFFAOYSA-N cycloheptylmethanol Chemical compound OCC1CCCCCC1 BMCQFFXPECPDPS-UHFFFAOYSA-N 0.000 claims description 3
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 claims description 3
- 229960000735 docosanol Drugs 0.000 claims description 3
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 claims description 3
- 229960001679 octinoxate Drugs 0.000 claims description 3
- 229960003921 octisalate Drugs 0.000 claims description 3
- WCJLCOAEJIHPCW-UHFFFAOYSA-N octyl 2-hydroxybenzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1O WCJLCOAEJIHPCW-UHFFFAOYSA-N 0.000 claims description 3
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 claims description 3
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 3
- QVBRLOSUBRKEJW-UHFFFAOYSA-M tetraoctylphosphanium;bromide Chemical compound [Br-].CCCCCCCC[P+](CCCCCCCC)(CCCCCCCC)CCCCCCCC QVBRLOSUBRKEJW-UHFFFAOYSA-M 0.000 claims description 3
- YDRSQRPHLBEPTP-UHFFFAOYSA-N trans-Benzolglykol Natural products OC1C=CC=CC1O YDRSQRPHLBEPTP-UHFFFAOYSA-N 0.000 claims description 3
- 229940057402 undecyl alcohol Drugs 0.000 claims description 3
- HVWZDJSNXREVCK-UHFFFAOYSA-M 1-hexadecylpyridin-1-ium;bromide;hydrate Chemical compound O.[Br-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 HVWZDJSNXREVCK-UHFFFAOYSA-M 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims 1
- 239000000976 ink Substances 0.000 description 182
- 239000000126 substance Substances 0.000 description 36
- 239000012943 hotmelt Substances 0.000 description 32
- 239000003981 vehicle Substances 0.000 description 24
- 239000000975 dye Substances 0.000 description 18
- 238000007641 inkjet printing Methods 0.000 description 16
- 238000009835 boiling Methods 0.000 description 11
- 239000000049 pigment Substances 0.000 description 11
- 239000012456 homogeneous solution Substances 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 230000003287 optical effect Effects 0.000 description 6
- PDHFSBXFZGYBIP-UHFFFAOYSA-N 2-[2-(2-hydroxyethylsulfanyl)ethylsulfanyl]ethanol Chemical compound OCCSCCSCCO PDHFSBXFZGYBIP-UHFFFAOYSA-N 0.000 description 5
- ALYNCZNDIQEVRV-UHFFFAOYSA-M 4-aminobenzoate Chemical compound NC1=CC=C(C([O-])=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-M 0.000 description 5
- WVDDGKGOMKODPV-UHFFFAOYSA-N hydroxymethyl benzene Natural products OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 5
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 238000003491 array Methods 0.000 description 4
- 239000003139 biocide Substances 0.000 description 4
- 235000019241 carbon black Nutrition 0.000 description 4
- 239000000992 solvent dye Substances 0.000 description 4
- LMXFTMYMHGYJEI-XHNCKOQMSA-N (1R,2S,5S)-2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanol Chemical compound C[C@H]1CC[C@H](C(C)(C)O)[C@H](O)C1 LMXFTMYMHGYJEI-XHNCKOQMSA-N 0.000 description 3
- LMXFTMYMHGYJEI-CIUDSAMLSA-N (1S,2S,5S)-2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanol Chemical compound C[C@H]1CC[C@H](C(C)(C)O)[C@@H](O)C1 LMXFTMYMHGYJEI-CIUDSAMLSA-N 0.000 description 3
- NHEKBXPLFJSSBZ-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluorohexane-1,6-diol Chemical compound OCC(F)(F)C(F)(F)C(F)(F)C(F)(F)CO NHEKBXPLFJSSBZ-UHFFFAOYSA-N 0.000 description 3
- LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 description 3
- NUYADIDKTLPDGG-UHFFFAOYSA-N 3,6-dimethyloct-4-yne-3,6-diol Chemical compound CCC(C)(O)C#CC(C)(O)CC NUYADIDKTLPDGG-UHFFFAOYSA-N 0.000 description 3
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- FWTCWZZOKOBJIR-UHFFFAOYSA-N (2-amino-3-methylphenyl)methanol Chemical compound CC1=CC=CC(CO)=C1N FWTCWZZOKOBJIR-UHFFFAOYSA-N 0.000 description 2
- DPHGMDVPFZLOBU-UHFFFAOYSA-N (3-ethoxy-4-methoxyphenyl)methanol Chemical compound CCOC1=CC(CO)=CC=C1OC DPHGMDVPFZLOBU-UHFFFAOYSA-N 0.000 description 2
- PMSHVORCBMOTBP-UHFFFAOYSA-N (4-ethoxy-3-methoxyphenyl)methanol Chemical compound CCOC1=CC=C(CO)C=C1OC PMSHVORCBMOTBP-UHFFFAOYSA-N 0.000 description 2
- QAQSNXHKHKONNS-UHFFFAOYSA-N 1-ethyl-2-hydroxy-4-methyl-6-oxopyridine-3-carboxamide Chemical compound CCN1C(O)=C(C(N)=O)C(C)=CC1=O QAQSNXHKHKONNS-UHFFFAOYSA-N 0.000 description 2
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 description 2
- JCYPECIVGRXBMO-UHFFFAOYSA-N 4-(dimethylamino)azobenzene Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=CC=CC=C1 JCYPECIVGRXBMO-UHFFFAOYSA-N 0.000 description 2
- KMTDMTZBNYGUNX-UHFFFAOYSA-N 4-methylbenzyl alcohol Chemical compound CC1=CC=C(CO)C=C1 KMTDMTZBNYGUNX-UHFFFAOYSA-N 0.000 description 2
- CGLVZFOCZLHKOH-UHFFFAOYSA-N 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo(3,2-b:3',2'-m)triphenodioxazine Chemical compound CCN1C2=CC=CC=C2C2=C1C=C1OC3=C(Cl)C4=NC(C=C5C6=CC=CC=C6N(C5=C5)CC)=C5OC4=C(Cl)C3=NC1=C2 CGLVZFOCZLHKOH-UHFFFAOYSA-N 0.000 description 2
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920001079 Thiokol (polymer) Polymers 0.000 description 2
- CPZRYQJPVUJHOS-UHFFFAOYSA-N [2-(2-phenylethyl)phenyl]methanol Chemical compound OCC1=CC=CC=C1CCC1=CC=CC=C1 CPZRYQJPVUJHOS-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 2
- WHGBMFXPDCARTE-UHFFFAOYSA-N diethyl 2-(4-chlorophenyl)cyclopropane-1,1-dicarboxylate Chemical compound CCOC(=O)C1(C(=O)OCC)CC1C1=CC=C(Cl)C=C1 WHGBMFXPDCARTE-UHFFFAOYSA-N 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 2
- 239000001044 red dye Substances 0.000 description 2
- 230000000452 restraining effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- DKBXPLYSDKSFEQ-UHFFFAOYSA-L turquoise gll Chemical compound [Na+].[Na+].[Cu+2].N1=C(N=C2[N-]3)[C]4C(S(=O)(=O)[O-])=CC=CC4=C1N=C([N-]1)C4=CC=CC(S([O-])(=O)=O)=C4C1=NC(C=1C4=CC=CC=1)=NC4=NC3=C1[C]2C=CC=C1 DKBXPLYSDKSFEQ-UHFFFAOYSA-L 0.000 description 2
- 239000001043 yellow dye Substances 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- VCVOSERVUCJNPR-RFZPGFLSSA-N (1r,2r)-cyclopentane-1,2-diol Chemical compound O[C@@H]1CCC[C@H]1O VCVOSERVUCJNPR-RFZPGFLSSA-N 0.000 description 1
- PMIIFKURPQGSMI-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)-phenylmethanol Chemical compound FC=1C(F)=C(F)C(F)=C(F)C=1C(O)C1=CC=CC=C1 PMIIFKURPQGSMI-UHFFFAOYSA-N 0.000 description 1
- IHASOVONMUHDND-UHFFFAOYSA-N (4-methylphenyl)-phenylmethanol Chemical compound C1=CC(C)=CC=C1C(O)C1=CC=CC=C1 IHASOVONMUHDND-UHFFFAOYSA-N 0.000 description 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical class C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 description 1
- WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 description 1
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- RTLULCVBFCRQKI-UHFFFAOYSA-N 1-amino-4-[3-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-4-sulfoanilino]-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S(O)(=O)=O)C=C1NC(C=1)=CC=C(S(O)(=O)=O)C=1NC1=NC(Cl)=NC(Cl)=N1 RTLULCVBFCRQKI-UHFFFAOYSA-N 0.000 description 1
- APTGHASZJUAUCP-UHFFFAOYSA-N 1-n,4-n-di(octan-2-yl)benzene-1,4-diamine Chemical compound CCCCCCC(C)NC1=CC=C(NC(C)CCCCCC)C=C1 APTGHASZJUAUCP-UHFFFAOYSA-N 0.000 description 1
- IIKSFQIOFHBWSO-UHFFFAOYSA-N 2,9-bis(2-phenylethyl)anthra(2,1,9-def:6,5,10-d'e'f')diisoquinoline-1,3,8,10(2h,9h)-tetrone Chemical compound O=C1C(C2=C34)=CC=C3C(C=35)=CC=C(C(N(CCC=6C=CC=CC=6)C6=O)=O)C5=C6C=CC=3C4=CC=C2C(=O)N1CCC1=CC=CC=C1 IIKSFQIOFHBWSO-UHFFFAOYSA-N 0.000 description 1
- TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(C)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)C)N1)C1=C2 TXWSZJSDZKWQAU-UHFFFAOYSA-N 0.000 description 1
- CUZKCNWZBXLAJX-UHFFFAOYSA-N 2-phenylmethoxyethanol Chemical compound OCCOCC1=CC=CC=C1 CUZKCNWZBXLAJX-UHFFFAOYSA-N 0.000 description 1
- CMJLMPKFQPJDKP-UHFFFAOYSA-N 3-methylthiolane 1,1-dioxide Chemical compound CC1CCS(=O)(=O)C1 CMJLMPKFQPJDKP-UHFFFAOYSA-N 0.000 description 1
- ZZMVLMVFYMGSMY-UHFFFAOYSA-N 4-n-(4-methylpentan-2-yl)-1-n-phenylbenzene-1,4-diamine Chemical compound C1=CC(NC(C)CC(C)C)=CC=C1NC1=CC=CC=C1 ZZMVLMVFYMGSMY-UHFFFAOYSA-N 0.000 description 1
- BPTKLSBRRJFNHJ-UHFFFAOYSA-N 4-phenyldiazenylbenzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1N=NC1=CC=CC=C1 BPTKLSBRRJFNHJ-UHFFFAOYSA-N 0.000 description 1
- ZWONWYNZSWOYQC-UHFFFAOYSA-N 5-benzamido-3-[[5-[[4-chloro-6-(4-sulfoanilino)-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]diazenyl]-4-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OC1=C(N=NC2=CC(NC3=NC(NC4=CC=C(C=C4)S(O)(=O)=O)=NC(Cl)=N3)=CC=C2S(O)(=O)=O)C(=CC2=C1C(NC(=O)C1=CC=CC=C1)=CC(=C2)S(O)(=O)=O)S(O)(=O)=O ZWONWYNZSWOYQC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 description 1
- VPWFPZBFBFHIIL-UHFFFAOYSA-L Lithol Rubine Chemical compound OC=1C(=CC2=CC=CC=C2C1N=NC1=C(C=C(C=C1)C)S(=O)(=O)[O-])C(=O)[O-].[Na+].[Na+] VPWFPZBFBFHIIL-UHFFFAOYSA-L 0.000 description 1
- OUBMGJOQLXMSNT-UHFFFAOYSA-N N-isopropyl-N'-phenyl-p-phenylenediamine Chemical compound C1=CC(NC(C)C)=CC=C1NC1=CC=CC=C1 OUBMGJOQLXMSNT-UHFFFAOYSA-N 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- 241001074085 Scophthalmus aquosus Species 0.000 description 1
- FHNINJWBTRXEBC-UHFFFAOYSA-N Sudan III Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 FHNINJWBTRXEBC-UHFFFAOYSA-N 0.000 description 1
- XDODWINGEHBYRT-OCAPTIKFSA-N [(1s,2r)-2-(hydroxymethyl)cyclohexyl]methanol Chemical compound OC[C@H]1CCCC[C@H]1CO XDODWINGEHBYRT-OCAPTIKFSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 1
- 229940088601 alpha-terpineol Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- QFFVPLLCYGOFPU-UHFFFAOYSA-N barium chromate Chemical compound [Ba+2].[O-][Cr]([O-])(=O)=O QFFVPLLCYGOFPU-UHFFFAOYSA-N 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- WCTZPQWLFWZYJE-UHFFFAOYSA-N bis(4-fluorophenyl)methanol Chemical compound C=1C=C(F)C=CC=1C(O)C1=CC=C(F)C=C1 WCTZPQWLFWZYJE-UHFFFAOYSA-N 0.000 description 1
- 229960001506 brilliant green Drugs 0.000 description 1
- HXCILVUBKWANLN-UHFFFAOYSA-N brilliant green cation Chemical compound C1=CC(N(CC)CC)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](CC)CC)C=C1 HXCILVUBKWANLN-UHFFFAOYSA-N 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- VVOLVFOSOPJKED-UHFFFAOYSA-N copper phthalocyanine Chemical compound [Cu].N=1C2=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC(C3=CC=CC=C33)=NC3=NC=1C1=CC=CC=C12 VVOLVFOSOPJKED-UHFFFAOYSA-N 0.000 description 1
- JQYWAZNRRQRPNN-UHFFFAOYSA-N cyclododecylmethanol Chemical compound OCC1CCCCCCCCCCC1 JQYWAZNRRQRPNN-UHFFFAOYSA-N 0.000 description 1
- HJORILXJGREZJU-UHFFFAOYSA-L disodium 7-[(5-chloro-2,6-difluoropyrimidin-4-yl)amino]-4-hydroxy-3-[(4-methoxy-2-sulfonatophenyl)diazenyl]naphthalene-2-sulfonate Chemical compound ClC=1C(=NC(=NC1F)F)NC1=CC=C2C(=C(C(=CC2=C1)S(=O)(=O)[O-])N=NC1=C(C=C(C=C1)OC)S(=O)(=O)[O-])O.[Na+].[Na+] HJORILXJGREZJU-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- WTIFIAZWCCBCGE-UUOKFMHZSA-N guanosine 2'-monophosphate Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OP(O)(O)=O WTIFIAZWCCBCGE-UUOKFMHZSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 229960002479 isosorbide Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- WNWZKKBGFYKSGA-UHFFFAOYSA-N n-(4-chloro-2,5-dimethoxyphenyl)-2-[[2,5-dimethoxy-4-(phenylsulfamoyl)phenyl]diazenyl]-3-oxobutanamide Chemical compound C1=C(Cl)C(OC)=CC(NC(=O)C(N=NC=2C(=CC(=C(OC)C=2)S(=O)(=O)NC=2C=CC=CC=2)OC)C(C)=O)=C1OC WNWZKKBGFYKSGA-UHFFFAOYSA-N 0.000 description 1
- 239000002687 nonaqueous vehicle Substances 0.000 description 1
- 238000000424 optical density measurement Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- FZUOVNMHEAPVBW-UHFFFAOYSA-L quinoline yellow ws Chemical compound [Na+].[Na+].O=C1C2=CC=CC=C2C(=O)C1C1=NC2=C(S([O-])(=O)=O)C=C(S(=O)(=O)[O-])C=C2C=C1 FZUOVNMHEAPVBW-UHFFFAOYSA-L 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229940099373 sudan iii Drugs 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 239000010981 turquoise Substances 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/36—Inkjet printing inks based on non-aqueous solvents
Definitions
- Hot melt inks are illustrated in U.S. Pat. No. 5,688,312, U.S. Pat. No. 5,667,568, U.S. Pat. No. 5,700,316, U.S. Pat. No. 5,747,554, and copending patent application U.S. Ser. No. 641,866 (D/95458), the disclosures of each being totally incorporated herein by reference.
- a number of the ink components of the copending applications can be selected for the inks of the present invention in embodiments thereof, such as the colorants, ink additives, and the like.
- the present invention is directed to ink compositions and, more specifically, the present invention relates to semi-solid hot melt inks with for example, a melting point of from about 25° C. to about 40° C., or from about 30 to about 35 degrees Centigrade, and which inks are especially useful for acoustic ink printing, processes and apparatuses, reference, for example, U.S. Pat. No. 5,121,141, U.S. Pat. No. 5,111,220, U.S. Pat. No. 5,128,726, U.S. Pat. No. 5,371,531, the disclosures of which are totally incorporated herein by reference, including especially acoustic ink processes as illustrated in the aforementioned copending applications and patents, such as an acoustic ink printer for printing images on a record medium.
- the inks of the present invention in embodiments thereof are comprised of (1) a liquid non-aqueous vehicle with a boiling point higher than, or equal to about 150° C. and lower than, or equal to about 350° C., and more specifically from about 175 to about 325, and yet more specifically from about 225 to about 300 degrees Centigrade, and with a low acoustic loss to thereby reduce, or minimize energy consumption, and which low acoustic loss is for example, about below, or about equal to 60 dB/mm, (2) a solid alcohol additive compound with for example, a melting point of lower than, or about equal to 75° C. and preferably between about 35 to about 74° C.
- the present invention is directed to semi-solid hot melt acoustic ink compositions comprised of (1) non-aqueous alcohol liquid vehicles with a boiling point of for example, higher than, or equal to about 150° C.
- a non-aqueous solid alcohol paper additive compound with a melting point of for example, lower than about, or equal to about 75° C.
- the printhead produces approximately 2.2 picoliter droplets by an acoustic energy process.
- the ink under these conditions should display a melt viscosity of for example from about 5 to about 10 centipoise or less at the jetting temperature.
- the ink image should be of excellent crease property, and should be non-smearing waterfast, of excellent transparency and excellent fix qualities.
- the vehicle for the ink should preferably display liquid like properties such as a viscosity of about 1 to about 10 centipoise at a temperature of from about 75° C. to about 170° C., and solidify or harden after jetting onto paper such that the ink displays a hardness value of for example, from about 0.1 to about 0.5 millimeter utilizing a penetrometer according to the ASTM penetration method D1321.
- the solid ink is melted by a heater in the printing apparatus and utilized as a liquid in a manner similar to that of conventional thermal ink jet printing.
- the molten ink solidifies rapidly, enabling the dye to remain on the surface instead of being carried into the paper by capillary action, thereby attempting to enable higher print density than is generally obtained with liquid inks.
- Hot melt ink jets are somewhat similar to thermal ink jets, however, a hot melt ink contains no solvent.
- a hot melt ink is typically a solid or semi-solid with a wax-like consistency. These inks usually need to be heated, for example, to approximately 100° C.
- a plurality of ink jet nozzles are provided in a printhead.
- a piezoelectric vibrating element is located in each ink channel upstream from a nozzle and wherein piezoelectric oscillations propel ink through the nozzle. After the hot melt ink is applied to the substrate, the ink is resolidified by freezing on the substrate.
- thermal ink jets resides in their compact design for the integrated electronics section of the printhead.
- Thermal ink jets are disadvantageous in that the thermal ink has a tendency to soak into a plain paper medium, and this blurs the print or thins out the print locally thereby adversely affecting print quality.
- Problems have been encountered with thermal ink jets in attempting to remove moisture from the ink in a rapid manner to prevent the ink from soaking into a plain paper medium.
- One advantage of a semi-solid hot melt ink jet is its ability to print on coated substrates such as coated papers and overhead transparencies yielding photographic quality images, since the semi-solid hot melt ink quickly spreads on the surface of the coated paper and transparencies.
- U.S. Pat. No. 4,791,439 discloses an apparatus for use with semi-solid hot melt inks having an integrally connected ink jet head and reservoir system, the reservoir system including a highly efficient heat conducting plate inserted within an essentially non-heat conducting reservoir housing.
- U.S. Pat. No. 4,840,674 discloses an ink composition which comprises a major amount of water, an organic solvent selected for example, from the group consisting of tetramethylene sulfone, 1,1,3,3-tetramethyl urea, 3-methyl sulfolane, and 1,3-dimethyl-2-imidazolidone, which solvent has permanently dissolved therein spirit soluble dyes.
- an organic solvent selected for example, from the group consisting of tetramethylene sulfone, 1,1,3,3-tetramethyl urea, 3-methyl sulfolane, and 1,3-dimethyl-2-imidazolidone, which solvent has permanently dissolved therein spirit soluble dyes.
- U.S. Pat. No. 5,006,170 and U.S. Pat. No. 5,122,187 disclose semi-solid hot melt ink compositions suitable for ink jet printing which comprise a colorant, a binder, and a propellant such as hydrazine, cyclic amines, ureas, carboxylic acids, sulfonic acids, aldehydes, ketones, hydrocarbons, esters, phenols, amides, imides, halocarbons, and the like.
- U.S. Pat. No. 5,041,161 discloses an ink jet ink which is semi-solid at room temperature.
- the ink is impulse jetted at an elevated temperature in the range of about 45° C. to about 110° C.
- U.S. Pat. No. 4,853,036 and U.S. Pat. No. 5,124,718 disclose an ink for ink jet recording which comprises a liquid composition essentially comprising a coloring substance, a volatile solvent having a vapor pressure of 1 millimeter Hg or more at 25° C., and a solid compound at room temperature.
- the ink compositions of the present invention comprise a colorant, such as a pigment, dye, or mixtures thereof, and a liquid vehicle with a low acoustic-loss value of for example less than about 60 dB/mm and preferably between about 5 and about 40 dB/mm, and a boiling point of for example, greater than about, or equal to about 150° C., preferably between about 170 and about 300° C., a solid alcohol additive which functions to primarily even the surface of the substrate selected, such as paper, and wherein the ink colorant does not substantially penetrate into the fibers of the paper, and which solid alcohol possesses a melting point of for example, lower than about, or equal to about, 75° C.
- a colorant such as a pigment, dye, or mixtures thereof
- an acoustic-loss value of for example less than about, or equal to about 100 dB/mm and preferably between 25 to 80 dB/mm, a waterfastness quaternary compound, a UV absorbing compound, an antioxidant and wherein the colorant is present in various suitable amounts.
- Emdodiments of the present invention include an ink composition comprised of (1) a liquid alcohol vehicle with an acoustic-loss value of from about 5 to about 40 dB/mm, (2) a solid alcohol component with a melting point of from about 35 to about 74° C.
- a nonaqueous ink composition wherein the liquid alcohol vehicle is present in an amount of from about 0.5 to about 49, or from about 5 to about 25 percent by weight, the solid alcohol component is present in an amount of from about 0.5 to about 49, or from about 5 to about 25 percent by weight, the quaternary compound is present in an amount of from about 69 to about 1, or from about 5 to about 45 percent by weight, the UV absorber is present in an amount of from about 5 to about 0.25, or from about 1 to about 3 percent by weight, the antioxidant is present in an amount of from about 5 to about 0.25, or from about 1 to about 3 percent by weight, and the colorant is present in an amount of from about 0.5 to about 20, from about 1 to about 12, or
- a nonaqueous ink wherein the liquid alcohol vehicle is selected from the group consisting of (a) cyclic alcohols, (b) aliphatic alcohols, such as alkyl alcohols, (c) amino alcohols, (d) benzyl alcohols, (e) phenethyl alcohols, and the like; a nonaqueous ink wherein the liquid alcohols are selected from the group consisting of (1) (S)-2-(tert-butoxycarbonylamino)-3-cyclohexyl-1-propanol, (2) cycloheptanol, (3) cycloheptane methanol, (4) 1,4-cyclohexane dimethanol, (5) 1,3-cyclohexanediol, (6) cyclohexyl methanol, and (7) 3-cyclohexyl-1-propanol; a nonaqueous ink wherein said vehicle liquid alkyl alcohols are selected from the group consisting of (1)
- said quaternary compound possesses a melting point of from about 50 to about 65° C., and which ink possesses an acoustic-loss value of from about 25 to about 65 dB/mm, and which ink possesses a viscosity of from about 1 centipoise to about 20 centipoise at a temperature of from about 120° C. to about 170° C.
- the liquid alcohol vehicle is present in the ink composition in a suitable amount, for example, in an amount of from about 0.5 to about 49 percent by weight, the solid additive is present in an amount of from about 0.5 to about 49 percent by weight, the quaternary compound is present in an amount of from about 69 to about 1 percent by weight, the UV absorber is present in an amount of from about 5 to about 0.25 percent by weight, the antioxidant is present in an amount of from about 5 to about 0.25 percent by weight, and the colorant is present in an amount of from about 20 to about 0.5 percent by weight.
- the liquid alcohol vehicle is present in the ink composition in an amount of from about 5 to about 45 percent by weight
- the solid alcohol component is present in an amount of from about 5 to about 45 percent by weight
- the waterfast quaternary compound is present in an amount of from about 65 to about 7 percent by weight
- the UV absorber is present in an amount of from about 5 to about 1 percent by weight
- the antioxidant is present in an amount of from about 5 to about 1 percent by weight
- the colorant is present in an amount of from about 15 to about 1 percent by weight.
- (A) cyclic alcohols such as: (1) (S)-2-(tert-butoxycarbonylamino)-3-cyclo hexyl-1-propanol, (2) cycloheptanol, (3) cycloheptanemethanol, (4) 1,4-cyclohexane dimethanol, (5) 1,3-cyclohexanediol, (6) cyclohexylmethanol, and (7) 3-cyclohexyl-1-propanol, all available from Aldrich chemicals, and the like.
- alkyl alcohols wherein alkly contains for example, from about 1 to about 25 carbon atoms, such as (1) hexyl alcohol, (2) heptyl alcohol, (3) octyl alcohol, (4) nonyl alcohol, (5), (6) undecyl alcohol, (7) 1-dodecanol, (8) 1,5, pentane diol, and (9) 1,7-heptane diol, all available from Aldrich Chemicals.
- (C) amino alcohols such as (1) 2-(2-aminoethoxy) ethanol, (2) 2-(2-amino ethylamino) ethanol, (3) 3-acetyl-1-propanol, (4) amino-1-propanol, (5) 2-amino-1-butanol, (6) 4-amino-1-butanol, (7) 2-amino-3-methyl-1-butanol, (8) DL-2-amino-1-hexanol, and (29) (S)-(-)-N-(tert-butoxycarbonyl) leucinol, and the like all available from Aldrich chemicals.
- benzyl alcohols and its derivatives such as (1) benzyl alcohol, (2) 3-methyl benzyl alcohol, (3) alkoxy, like 2-methoxy benzyl alcohol, (4) 3-methoxybenzyl alcohol, (5) 4-methoxy benzyl alcohol, (6) 2-ethoxy benzyl alcohol, (12) 3,4,5-
- (E) phenethyl alcohol and its derivatives such as (1) phenethylalcohol, (2) 2-hydroxy phenethyl alcohol, (3) 3-hydroxy phenethyl alcohol, (4) 2-amino phenethylalcohol, (5) trifluoro methylphenethyl alcohol, (6) 3-phenyl-1-propano,a and the like, all available from Aldrich Chemicals.
- the inks contain a solid benzyl alcohol compound selected for example, from the group consisting of (1) 4-butoxy benzyl alcohol, (2) 4-ethoxy benzyl alcohol, (3) 2-phenyl benzyl alcohol, (4) 2,4-dimethoxy benzyl alcohol, (5) ⁇ -methyl-2-(trifluoromethyl) benzyl alcohol, (6) 2-chloro-6-fluorobenzyl alcohol, (7) 3-benzyloxy benzyl alcohol, (16) 3,5-dimethoxy benzyl alcohol, (17) 2,3-dimethoxy benzyl alcohol, (18) 3,5-bis (trifluoromethyl) benzyl alcohol, (19) 2-phenethyl benzyl alcohol, (20) 4-methyl benzyl alcohol, (21) 3-ethoxy-4-methoxy benzyl alcohol, (22) 4-ethoxy-3-methoxy benzyl alcohol, (23) 2-hydroxy-3-methoxy benzyl alcohol, (24) 3,4-dimethyl benzyl alcohol
- Embodiments of the present invention include an ink composition comprised of an aliphatic solid, especially at from about 20 to about 30 degrees Centigrade, alcohol, examples of which are:
- (A) cyclic alcohols such as: (1) (tert-butoxy carbonyl)-2-pyrolidine methanol, (2) 1,3-dioxane-5,5-dimethanol, (3) 1-(4-chlorophenyl)-1-cyclopentane methanol, (4) dicyclohexylmethanol, (5) 4-tert-butylcyclohexanol, (6) 3-aminomethyl-3,5,5-trimethylcyclohexanol, (7) 2,2,6,6-tetrachlorocyclohexanol, (8) 1-adamantane ethanol, (9) 2-amino-3-cyclohexyl-(5) cis-3,5-cyclohexadiene-1,2-diol, (10) D,I-1,2-cycloheptane diol, (11) isosorbide, (12) (-)-trans-p-menthane-3,8-diol, (13) menthol, (14) (+)-cis
- linear mono alcohols such as (1) 5-amino-1-pentanol, (2) nitromethane trispropanol, (3) 3-chloro-1-phenyl-1-propanol, (4) 6-amino-1
- (C) diols such as (1) 1,6-hexane diol, (2) 1,2-octane diol, (3) 1,8-octane diol, (4) 1,9-nonane diol, (5) 1,10-decane diol, (6) 1,2-decane diol, (7) 1,2-dodecane diol, (8) 1,2-tetradecane diol, (9) 2-methyl-2-propyl-1,3-propane diol, (9) 2,2-diethyl-1,3-propanediol, (10) (2-(hydroxymethyl)-1,3-propanediol, (10) 2,2,4-trimethyl-1,3-pentanediol, (11) 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol, (12) 2-butyne-1,4-diol, (13) ( ⁇ )-3,6-dimethyl-4-octy
- (E) phenyl alcohol derivatives such as (1) 2-phenyl-2-propanol, (2) 3-(4-hydroxy phenyl)-1-propanol, (3) (S)-(-)-1-phenyl-1-butanol, (4) 2-amino-1-phenyl ethanol, (5) 4-methoxy phenethyl alcohol, (6) 3,4-dimethoxy phenethyl alcohol, (7) 2-phenyl-1,2-propane diol , (8) 3-phenoxy-1,2-propane diol, (9) 3-methoxy catechol, (10) cinnamyl alcohol, (11) 4-methyl benzhydrol, (12) 4,4'-difluoro benzhydrol, (13) 2,3,4,5,6-pentafluorobenzhydrol, (14) 4- 4-(trifluoromethyl) phenoxy! phenol, and the like all available from Aldrich Chemicals.
- Water fast solid quaternary compounds with a melting point for example lower than about, or eqaul to about 80° C. and preferably between 40° C. to about 80° C. and more preferably between 55° C. to about 70° C. include: (1) benzylcetyldimethyl ammonium chloride monohydrate, (2) benzylstearyldimethyl ammonium chloride mono hydrate, (3) benzyl tetradecyl dimethyl ammonium chloride dihydrate, (4) cetylpyridinium bromide monohydrate, (5) hexadecyltributylphosphonium bromide, (6) 1-dodecylpyridinium chloride hydrate, (7) tetramethylammonium fluoride tetrahydrate, (8) perfluoro decyl iodide, (9) tetraoctylphosphonium bromide, and the like all available from Aldrich Chemicals.
- the lightfastness UV absorbing compounds of the ink compositions are for example, selected from the group consisting of (1) glycerol 4-amino benzoate, available as Escalol 106, from Van Dyk Corporation, (2) resorcinol mono benzoate, available as RBM, from Eastman Chemicals, (3) octyl dimethyl amino benzoate, available as Escalol 507, from Van Dyk Corporation, (4) hexadecyl 3,5-di-tert-butyl-4-hydroxy-benzoate, available as Cyasorb UV-2908, #41,320-8, from Aldrich Chemical Company, (5), octyl salicylate, available as Escalol 106, from Van Dyk, (6) octyl methoxy cinnamate, available as Parasol MCX, from Givaudan Corporation, (7) ( ⁇ )-pantothenol, MP 66-69° C., (Aldrich #29,578-7), and the like.
- the inks of the present application preferably contain lightfastness antioxidants such as (1) N-stearoyl-4-aminophenol, available as Sucnox-18, from Hexcel Corporation, (2) 2,6-di-tert-butyl-4-cresol, available as Vulkanox KB, from Mobay Chemicals, (3) 2,6-di-tert-butyl- ⁇ -dimethylamino-4-cresol, available as Ethanox 703, from Ethyl Corporation, (4) 2,2'-isobutylidene-bis (4,6-dimethyl phenol), available as Vulkanox NKF, from Mobay Chemicals, (5) N-isopropyl-N'-phenyl-phenylene diamine, available as Santoflex IP, from Monsanto-Chemicals, (6) N-(1,3-dimethylbutyl)-N'-phenyl-phenylene-diamine, available as Santoflex 13, from Monsanto Chemicals, (7) N,N'-d
- Suitable colorants present for example in an effective amount generally of from about 1 to about 20 percent, and preferably from about 3 to about 12 by weight include pigments and dyes, and the like with solvent dyes being preferred. Any suitable dye or pigment may be selected provided that for example, it is capable of being dispersed or dissolved in the vehicle and is compatible with the other ink components. Colorants include pigment, dyes, mixtures of pigments and dyes, mixtures of dyes, mixtures of pigments, and the like.
- Suitable pigments include Violet Toner VT-8015 (Paul Uhlich), Paliogen Violet 5100 (BASF), Paliogen Violet 5890 (BASF), Permanent Violet VT 2645 (Paul Uhlich), Heliogen Green L8730 (BASF), Argyle Green XP-111-S (Paul Uhlich), Brilliant Green Toner GR 0991 (Paul Uhlich), Lithol Scarlet D3700 (ASF), Toluidine Red (Aldrich), Scarlet for Thermoplast NSD PS PA (Ugine Kuhlmann of Canada , E.D.Toluidine Red (Aldrich), Lithol Rubine Toner (Paul Uhlich), Lithol Scarlet 4440 (BASF), Bon Red C (Dominion Color Company), Royal Brilliant Red RD-8192 (Paul Uhlich), Oracet Pink RF (Ciba-Geigy), Paliogen Red 3871K (BASF), Paliogen Red 3340 (BASF), Lithol Fast Scarlet L4300 (BASF), Heliogen Blue
- Suitable dyes include Pontamine; Food Black 2; Carodirect Turquoise FBL Supra Conc. (Direct Blue 199), available from Carolina Color and Chemical; Special Fast Turquoise 8 GL Liquid (Direct Blue 86), available from Mobay Chemical; Intrabond Liquid Turquoise GLL (Direct Blue 86), available from Crompton and Knowles; Cibracron Brilliant Red 38-A (Reactive Red 4), available from Aldrich Chemical; Drimarene Brilliant Red X-2B (Reactive Red 56), available from Pylam, Inc.; Levafix Brilliant Red E-4B, available from Mobay Chemical; Levafix Brilliant Red E6-BA, available from Mobay Chemical; Procion Red H8B (Reactive Red 31), available from ICI America; Pylam Certified D&C Red #28 (Acid Red 92), available from Pylam; Direct Brill Pink B Ground Crude, available from Crompton and Knowles; Cartasol Yellow GTF Presscake, available from Sandoz, Inc.; Extra Conc.
- suitable spirit solvent dyes include Neozapon Red 492 (BASF), Orasol Red G (Ciba-Geigy), Direct Brilliant Pink B (Crompton-Knolls), Aizen Spilon Red C-BH (Hodagaya Chemical Company), Kayanol Red 3BL (Nippon Kayaku Company).
- Levanol Brilliant Red 3BW Mobay Chemical Company
- Levaderm Lemon Yellow Mobay Chemical Company
- Spirit Fast Yellow 3G Aizen Spilon Yellow C-GNH (Hodagaya Chemical Company)
- Sirius Supra Yellow GD 167 Cartasol Brilliant Yellow 4GF (Sandoz), Pergasol Yellow CGP (Ciba-Geigy), Orasol Black RLP (Ciba-Geigy), Savinyl Black RLS (Sandoz), Dermacarbon 2GT (Sandoz), Pyrazol Black BG (ICI), Morfast Black Conc.A (Morton-Thiokol), Diaazol Black RN Quad (ICI), Orasol Blue GN (Ciba-Geigy), Savinyl Blue GLS (Sandoz), Luxol Blue MBSN (Morton-Thiokol), Sevron Blue 5GMF (ICI), Basacid Blue 750 (BASF), and the like.
- the inks of the present invention may also contain ink additives, such as humectants, biocides, and the like.
- Optional ink additives more specifically include biocides such as Dowicil 150, 200, and 75, benzoate salts, sorbate salts, and the like, present in effective amounts, such as for example an amount of from about 0.0001 to about 2 percent by weight, and preferably from about 0.01 to about 1.0 percent by weight.
- biocide is generally present in amounts of from about 10 to 25 milligrams per one gram of ink.
- the inks of the present invention are suitable for printing processes wherein the substrate, such as paper, transparency material, or the like, is heated during the printing process to facilitate formation of the liquid crystalline phase within the ink.
- the substrate such as paper, transparency material, or the like
- temperatures typically are about 100° C. to about 110° C., since the polyester typically employed as the base sheet in transparency sheets tends to deform at higher temperatures.
- Specially formulated transparencies and paper substrates can, however, tolerate higher temperatures, and frequently are suitable for exposure to temperatures of 150° C. or even 200° C. in some instances.
- Typical heating temperatures are from about 40° C. to about 140° C., and preferably from about 60° C. to about 95° C., although the temperature can be outside these ranges.
- the inks of the present invention are particularly suitable for use in acoustic ink jet printing processes.
- an acoustic beam exerts a radiation pressure against objects upon which it impinges.
- the radiation pressure which it exerts against the surface of the pool may reach a sufficiently high level to release individual droplets of liquid from the pool, despite the restraining force of surface tension.
- Acoustic ink printers typically comprise one or more acoustic radiators for illuminating the free surface of a pool of liquid ink with respective acoustic beams. Each of these beams usually is brought to focus at or near the surface of the reservoir (i.e., the liquid/air interface). Furthermore, printing conventionally is performed by independently modulating the excitation of the acoustic radiators in accordance with the input data samples for the image that is to be printed.
- This modulation enables the radiation pressure, which each of the beams exerts against the free ink surface, to make brief, controlled excursions to a sufficiently high pressure level for overcoming the restraining force of surface tension.
- This then causes individual droplets of ink to be ejected from the free ink surface on demand at an adequate velocity to cause them to deposit in an image configuration on a nearby recording medium.
- the acoustic beam may be intensity modulated or focused/defocused to control the ejection timing, or an external source may be used to extract droplets from the acoustically excited liquid on the surface of the pool on demand. Regardless of the timing mechanism employed, the size of the ejected droplets is determined by the waist diameter of the focused acoustic beam. Acoustic ink printing is attractive because it does not require it is beleived the nozzles or the small ejection orifices which have caused many of the reliability and pixel placement accuracy problems that conventional drop on demand and continuous stream ink jet printers have suffered.
- the size of the ejection orifice is a critical design parameter of an ink jet because it determines the size of the droplets of ink that the jet ejects. As a result, the size of the ejection orifice cannot be increased without sacrificing resolution. Acoustic printing has increased intrinsic reliability since usually there are no nozzles to clog. Furthermore, small ejection orifices are avoided, so acoustic printing can be performed with a greater variety of inks than conventional ink jet printing, including inks having higher viscosities and inks containing pigments and other particulate components.
- Acoustic ink printers embodying printheads comprising acoustically illuminated spherical focusing lenses can print precisely positioned pixels (picture elements) at resolutions which are sufficient for high quality printing of relatively complex images. It has also been determined that the size of the individual pixels printed by such a printer can be varied over a significant range during operation, thereby accommodating, for example, the printing of variably shaded images.
- the known droplet ejector technology can be adapted to a variety of printhead configurations, including (1) single ejector embodiments for raster scan printing, (2) matrix configured ejector arrays for matrix printing, and (3) several different types of page width ejector arrays, ranging from (i) single row, sparse arrays for hybrid forms of parallel/serial printing to (ii) multiple row staggered arrays with individual ejectors for each of the pixel positions or addresses within a pagewidth image field (i.e., single ejector/pixel/line) for ordinary line printing.
- a pagewidth image field i.e., single ejector/pixel/line
- Inks suitable for acoustic ink jet printing typically are liquid at ambient temperatures (i.e., about 25° C.), however in other embodiments the ink is in a solid state at ambient temperatures and provision is made for liquefying the ink by heating or any other suitable method prior to introduction of the ink into the printhead.
- Images of two or more colors can be generated by several methods, including by processes wherein a single printhead launches acoustic waves into pools of different colored inks. Further information regarding acoustic ink jet printing apparatus and processes is disclosed in, for example, U.S. Pat. No. 4,308,547, U.S. Pat. No. 4,697,195, U.S. Pat. No. 5,028,937, U.S. Pat. No.
- the optical density measurements were obtained on a Pacific pectrograph Color System.
- the system consists of two major components, an optical sensor and a data terminal.
- the optical sensor employs a 6 inch integrating sphere to provide diffuse illumination and 8 degrees viewing. This sensor can be used to measure both transmission and reflectance samples. When reflectance samples are measured, a specular component may be included.
- a high resolution, full dispersion, grating monochromator was used to scan the spectrum from 380 to 720 nanometers.
- the data terminal features a 12 inch CRT display, numerical keyboard for selection of operating parameters and the entry of tristimulus values, and an alphanumeric keyboard for entry of product standard information.
- the lightfast values of the ink jet images were measured in the Mark V Lightfast Tester obtained from Microscal Company, London, England.
- the waterfast values of the ink jet images were obtained from the optical density data recorded before and after washing with hot 50° C.! water for two minutes.
- a black semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid alcohol vehicle 1,3-cyclohexanediol, (Aldrich #C10,110-9), with an acoustic-loss value of 17 dB/mm and a boiling point of 247° C., 35 percent by weight of the solid alcohol compound ( ⁇ )-pantothenol, (Aldrich #29,578-7), that functions to primarily substantially even the surface of paper and which solid has a melting point of 67° C.
- acoustic-loss value 35 dB/mm, 20 percent by weight of the waterfast quaternary compound benzylcetyldimethyl ammonium chloride monohydrate, melting point 63 ° C. (Aldrich #22,900-8), 2 percent by weight of the UV absorber glycerol 4-amino benzoate, available as Escalol 106, from Van Dyk Corporation, 2 percent by weight of the antioxidant N-stearoyl-4-aminophenol, available as Sucnox-18, from Hexcel Corporation, and 6 percent by weight of the colorant Orasol Black RLP (Ciba-Geigy). The resulting mixture was heated to a temperature of about 100° C.
- the resulting black ink had an acoustic loss value of 38 dB/mm and a viscosity of 4.77 cps at 150° C.
- a blue semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid alcohol vehicle trifluoro methylphenethyl alcohol, (Aldrich #23,035-9), with an acoustic-loss value of about 21 dB/mm and a boiling point of 186° C., 35 percent by weight of the solid alcohol dicyclohexylmethanol, (Aldrich #31,772-1) with a melting point of 62° C. and an acoustic-loss value of 35 dB/mm, 20 percent by weight of the waterfast quaternary compound benzyl stearyl dimethyl ammonium chloride mono hydrate, melting point 68° C.
- a yellow semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid alcohol vehicle 3-cyclohexyl-1-propanol, (Aldrich #30,440-9) with an acoustic-loss value of about 20 dB/mm and a boiling point of 218° C., 35 percent by weight of the solid alcohol (2) 1,3-dioxane-5,5-dimethanol, (Aldrich #22,062-0) with a melting point of 59° C. and an acoustic-loss value of 24 dB/mm, 20 percent by weight of the waterfast quaternary compound benzyl tetradecyl dimethyl ammonium chloride dihydrate, 64° C.
- a red semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid alcohol 2-ethoxy benzyl alcohol, 265 (Aldrich #19,066-7), having an acoustic-loss value of about 22 dB/mm and a boiling point of 265° C., 35 percent by weight of the solid alcohol 3,6-dithia-1,8-octanediol, (Aldrich #23,533-4) with a melting point of 63° C. and an acoustic-loss value of 30 dB/mm, 20 percent by weight of the waterfast quaternary compound cetylpyridinium bromide monohydrate, melting point 69° C.
- a black semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid 2-(2-aminoethylamino) ethanol, (Aldrich #12,758-2) having an acoustic-loss value of about 21 dB/mm and a boiling point of 240° C., 35 percent by weight of the solid alcohol (+)-cis-p-menthane-3,8-diol, (Aldrich #38,404-6) with a melting point of 64° C. and an acoustic-loss value of 35 dB/mm, 20 percent by weight of the waterfast quaternary compound hexadecyltributylphosphonium bromide, melting point 57° C.
- a blue semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid decyl alcohol, (Aldrich #23,976-3), having an acoustic-loss value of about 23 dB/mm and a boiling point of 231° C., 35 percent by weight of the solid alcohol (-)-trans-p-menthane-3,8-diol, (Aldrich #38,405-4) with a melting point of 69° C. and an acoustic-loss value of 39 dB/mm, 20 percent by weight of the waterfast quaternary compound 1-dodecylpyridinium chloride hydrate, melting point 68° C.
- a red semi-solid hot melt ink composition was prepared by mixing 35 percent by weight of the liquid nonyl alcohol, (Aldrich #13,121-0) having an acoustic-loss value of about 20 dB/mm and a boiling point of 215° C., 35 percent by weight of the solid 1-adamantane ethanol, MP (Aldrich #18,811-5) with a melting point of 68° C. and an acoustic-loss value of 42 dB/mm, 20 percent by weight of the waterfast quaternary compound tetraoctylphosphonium bromide, melting point 41° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
Description
Claims (25)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/935,639 US5922117A (en) | 1997-09-23 | 1997-09-23 | Ink compositions containing alcohols |
JP10258757A JPH11148033A (en) | 1997-09-23 | 1998-09-11 | Ink composition containing alcohols |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/935,639 US5922117A (en) | 1997-09-23 | 1997-09-23 | Ink compositions containing alcohols |
Publications (1)
Publication Number | Publication Date |
---|---|
US5922117A true US5922117A (en) | 1999-07-13 |
Family
ID=25467452
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US08/935,639 Expired - Fee Related US5922117A (en) | 1997-09-23 | 1997-09-23 | Ink compositions containing alcohols |
Country Status (2)
Country | Link |
---|---|
US (1) | US5922117A (en) |
JP (1) | JPH11148033A (en) |
Cited By (35)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6017385A (en) * | 1997-09-23 | 2000-01-25 | Xerox Corporation | Ink compositions |
US6027555A (en) * | 1997-09-23 | 2000-02-22 | Xerox Corporation | Hot melt ink compositions |
US6113678A (en) * | 1999-09-23 | 2000-09-05 | Xerox Corporation | Hot melt inks containing polyanhydrides |
US6117223A (en) * | 1999-09-23 | 2000-09-12 | Xerox Corporation | Hot melt inks containing polyketones |
US6176909B1 (en) | 1999-09-23 | 2001-01-23 | Xerox Corporation | Conductive inks containing pyridine compounds |
US6187083B1 (en) | 1999-09-23 | 2001-02-13 | Xerox Corporation | Conductive inks containing sulfonate salts |
US6248161B1 (en) * | 1999-01-11 | 2001-06-19 | Hewlett-Packard Company | Preparation of permanent color inks from water-soluble colorants using specific phosphonium salts |
US6254670B1 (en) * | 1999-12-27 | 2001-07-03 | Eastman Kodak Company | Additive for ink jet ink |
US6287373B1 (en) | 2000-06-22 | 2001-09-11 | Xerox Corporation | Ink compositions |
US6306203B1 (en) | 1999-09-23 | 2001-10-23 | Xerox Corporation | Phase change inks |
US6319310B1 (en) | 1999-03-30 | 2001-11-20 | Xerox Corporation | Phase change ink compositions |
US6328793B1 (en) | 2000-08-03 | 2001-12-11 | Xerox Corporation | Phase change inks |
US6334890B1 (en) | 1999-04-27 | 2002-01-01 | Xerox Corporation | Ink compositions |
US6350795B1 (en) | 2000-06-07 | 2002-02-26 | Xerox Corporation | Ink compositions |
US6395077B1 (en) | 2000-08-03 | 2002-05-28 | Xerox Corporation | Phase change inks |
US6432184B1 (en) | 2000-08-24 | 2002-08-13 | Xerox Corporation | Ink compositions |
US6461417B1 (en) | 2000-08-24 | 2002-10-08 | Xerox Corporation | Ink compositions |
US6509393B2 (en) | 2001-03-22 | 2003-01-21 | Xerox Corporation | Phase change inks |
US20030037700A1 (en) * | 2001-08-02 | 2003-02-27 | Yi-Jing Leu | Highly bleed-alleviating ink composition |
US6585816B1 (en) | 2001-11-09 | 2003-07-01 | Xerox Corporation | Phase change inks containing borate esters |
US20040158050A1 (en) * | 2003-02-08 | 2004-08-12 | Samsung Electronics Co., Ltd. | Lightfast colorant and lightfast ink composition including the same |
US6780900B1 (en) | 1999-09-23 | 2004-08-24 | Xerox Corporation | Hot melt inks containing aldehyde copolymers |
US20040173713A1 (en) * | 2003-02-14 | 2004-09-09 | Angel Lorenzo Barrosa | Demountable reel |
US6797745B1 (en) | 1999-09-23 | 2004-09-28 | Xerox Corporation | Hot melt inks containing styrene or terpene polymers |
US20060065145A1 (en) * | 2004-09-30 | 2006-03-30 | Nu-Kote International, Inc. | Non-aqueous ink jet ink for imaging a lithographic printing plate |
US20070252879A1 (en) * | 2006-04-28 | 2007-11-01 | Xerox Corporation | Phase change ink additives |
US20080229974A1 (en) * | 2007-03-23 | 2008-09-25 | Riso Kagaku Corporation | Non-aqueous pigment ink |
US20090053431A1 (en) * | 2002-06-10 | 2009-02-26 | Koenig Michael F | Waterfast dye fixative compositions for ink jet recording sheets |
WO2010111343A1 (en) * | 2009-03-24 | 2010-09-30 | E. I. Du Pont De Nemours And Company | Pigmented inkjet ink comprising a bleed control agent |
CN102911552A (en) * | 2011-08-02 | 2013-02-06 | 施乐公司 | Phase change inks containing crystalline trans-cinnamic diesters and amorphous isosorbide oligomers |
CN103131259A (en) * | 2011-11-23 | 2013-06-05 | 施乐公司 | Phase change inks containing crystalline trans-cinnamic diesters and polyterpene resins |
US8460448B2 (en) * | 2010-06-14 | 2013-06-11 | Dic Corporation | Printing ink dryer and printing ink using the same |
KR20130121754A (en) * | 2012-04-26 | 2013-11-06 | 제록스 코포레이션 | Rapidly crystallizing phase change inks and methods for forming the same |
US8741040B2 (en) * | 2012-04-26 | 2014-06-03 | Xerox Corporation | Phase change ink compositions comprising aromatic ethers |
US20160002480A1 (en) * | 2013-03-07 | 2016-01-07 | Oce-Technologies B.V. | Ink composition |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2867160B1 (en) * | 2004-03-05 | 2006-07-14 | Oreal | PACKAGING COATED WITH PROTECTIVE VARNISH AGAINST LIGHT |
US8613507B2 (en) * | 2010-10-18 | 2013-12-24 | Xerox Corporation | Curable phase change inks containing functionalized isosorbides |
CN104271109A (en) * | 2012-04-25 | 2015-01-07 | 默克专利股份有限公司 | Use of dicyclohexylmethanol derivatives with anti-microbial properties |
JP6756092B2 (en) * | 2015-05-15 | 2020-09-16 | セイコーエプソン株式会社 | Ink Composition for Ink |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4490731A (en) * | 1982-11-22 | 1984-12-25 | Hewlett-Packard Company | Ink dispenser with "frozen" solid ink |
US4751528A (en) * | 1987-09-09 | 1988-06-14 | Spectra, Inc. | Platen arrangement for hot melt ink jet apparatus |
US4791439A (en) * | 1986-07-15 | 1988-12-13 | Dataproducts Corporation | Ink jet apparatus with improved reservoir system for handling hot melt ink |
US4840674A (en) * | 1987-06-01 | 1989-06-20 | Xerox Corporation | Ink compositions |
US4853036A (en) * | 1986-11-25 | 1989-08-01 | Canon Kabushiki Kaisha | Ink for ink-jet recording and ink-jet recording process using the same |
US5006170A (en) * | 1989-06-22 | 1991-04-09 | Xerox Corporation | Hot melt ink compositions |
US5041161A (en) * | 1988-02-24 | 1991-08-20 | Dataproducts Corporation | Semi-solid ink jet and method of using same |
US5121141A (en) * | 1991-01-14 | 1992-06-09 | Xerox Corporation | Acoustic ink printhead with integrated liquid level control layer |
US5122187A (en) * | 1989-06-22 | 1992-06-16 | Xerox Corporation | Hot melt ink compositions |
US5151120A (en) * | 1989-03-31 | 1992-09-29 | Hewlett-Packard Company | Solid ink compositions for thermal ink-jet printing having improved printing characteristics |
-
1997
- 1997-09-23 US US08/935,639 patent/US5922117A/en not_active Expired - Fee Related
-
1998
- 1998-09-11 JP JP10258757A patent/JPH11148033A/en not_active Withdrawn
Patent Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4490731A (en) * | 1982-11-22 | 1984-12-25 | Hewlett-Packard Company | Ink dispenser with "frozen" solid ink |
US4791439A (en) * | 1986-07-15 | 1988-12-13 | Dataproducts Corporation | Ink jet apparatus with improved reservoir system for handling hot melt ink |
US4853036A (en) * | 1986-11-25 | 1989-08-01 | Canon Kabushiki Kaisha | Ink for ink-jet recording and ink-jet recording process using the same |
US5124718A (en) * | 1986-11-25 | 1992-06-23 | Canon Kabushiki Kaisha | Ink-jet recording process using ink |
US4840674A (en) * | 1987-06-01 | 1989-06-20 | Xerox Corporation | Ink compositions |
US4751528A (en) * | 1987-09-09 | 1988-06-14 | Spectra, Inc. | Platen arrangement for hot melt ink jet apparatus |
US4751528B1 (en) * | 1987-09-09 | 1991-10-29 | Spectra Inc | |
US5041161A (en) * | 1988-02-24 | 1991-08-20 | Dataproducts Corporation | Semi-solid ink jet and method of using same |
US5151120A (en) * | 1989-03-31 | 1992-09-29 | Hewlett-Packard Company | Solid ink compositions for thermal ink-jet printing having improved printing characteristics |
US5006170A (en) * | 1989-06-22 | 1991-04-09 | Xerox Corporation | Hot melt ink compositions |
US5122187A (en) * | 1989-06-22 | 1992-06-16 | Xerox Corporation | Hot melt ink compositions |
US5121141A (en) * | 1991-01-14 | 1992-06-09 | Xerox Corporation | Acoustic ink printhead with integrated liquid level control layer |
Non-Patent Citations (2)
Title |
---|
IBM Technical Disclosure Bulletin, vol. 16, No. 4, Sep. 1973, pp. 1168 to 1170, N.C. Loeber et al., "Tactile Display System". |
IBM Technical Disclosure Bulletin, vol. 16, No. 4, Sep. 1973, pp. 1168 to 1170, N.C. Loeber et al., Tactile Display System . * |
Cited By (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6027555A (en) * | 1997-09-23 | 2000-02-22 | Xerox Corporation | Hot melt ink compositions |
US6017385A (en) * | 1997-09-23 | 2000-01-25 | Xerox Corporation | Ink compositions |
US6248161B1 (en) * | 1999-01-11 | 2001-06-19 | Hewlett-Packard Company | Preparation of permanent color inks from water-soluble colorants using specific phosphonium salts |
US6319310B1 (en) | 1999-03-30 | 2001-11-20 | Xerox Corporation | Phase change ink compositions |
US6334890B1 (en) | 1999-04-27 | 2002-01-01 | Xerox Corporation | Ink compositions |
US6187083B1 (en) | 1999-09-23 | 2001-02-13 | Xerox Corporation | Conductive inks containing sulfonate salts |
US6113678A (en) * | 1999-09-23 | 2000-09-05 | Xerox Corporation | Hot melt inks containing polyanhydrides |
US6306203B1 (en) | 1999-09-23 | 2001-10-23 | Xerox Corporation | Phase change inks |
US6176909B1 (en) | 1999-09-23 | 2001-01-23 | Xerox Corporation | Conductive inks containing pyridine compounds |
US6780900B1 (en) | 1999-09-23 | 2004-08-24 | Xerox Corporation | Hot melt inks containing aldehyde copolymers |
US6117223A (en) * | 1999-09-23 | 2000-09-12 | Xerox Corporation | Hot melt inks containing polyketones |
US6797745B1 (en) | 1999-09-23 | 2004-09-28 | Xerox Corporation | Hot melt inks containing styrene or terpene polymers |
US6254670B1 (en) * | 1999-12-27 | 2001-07-03 | Eastman Kodak Company | Additive for ink jet ink |
US6350795B1 (en) | 2000-06-07 | 2002-02-26 | Xerox Corporation | Ink compositions |
US6287373B1 (en) | 2000-06-22 | 2001-09-11 | Xerox Corporation | Ink compositions |
US6395077B1 (en) | 2000-08-03 | 2002-05-28 | Xerox Corporation | Phase change inks |
US6328793B1 (en) | 2000-08-03 | 2001-12-11 | Xerox Corporation | Phase change inks |
US6461417B1 (en) | 2000-08-24 | 2002-10-08 | Xerox Corporation | Ink compositions |
US6432184B1 (en) | 2000-08-24 | 2002-08-13 | Xerox Corporation | Ink compositions |
US6509393B2 (en) | 2001-03-22 | 2003-01-21 | Xerox Corporation | Phase change inks |
US20030037700A1 (en) * | 2001-08-02 | 2003-02-27 | Yi-Jing Leu | Highly bleed-alleviating ink composition |
US6899753B2 (en) * | 2001-08-02 | 2005-05-31 | Benq Corporation | Highly bleed-alleviating ink composition |
US6585816B1 (en) | 2001-11-09 | 2003-07-01 | Xerox Corporation | Phase change inks containing borate esters |
US20110097520A1 (en) * | 2002-06-10 | 2011-04-28 | International Paper Company | Waterfast dye fixative compositions for ink jet recording sheets |
US20090053431A1 (en) * | 2002-06-10 | 2009-02-26 | Koenig Michael F | Waterfast dye fixative compositions for ink jet recording sheets |
US7745525B2 (en) | 2002-06-10 | 2010-06-29 | International Paper Company | Waterfast dye fixative compositions for ink jet recording sheets |
US8361573B2 (en) | 2002-06-10 | 2013-01-29 | International Paper Company | Waterfast dye fixative compositions for ink jet recording sheets |
US20040158050A1 (en) * | 2003-02-08 | 2004-08-12 | Samsung Electronics Co., Ltd. | Lightfast colorant and lightfast ink composition including the same |
US7173114B2 (en) | 2003-02-08 | 2007-02-06 | Samsung Electronics Co., Ltd. | Lightfast colorant and lightfast ink composition including the same |
US20040173713A1 (en) * | 2003-02-14 | 2004-09-09 | Angel Lorenzo Barrosa | Demountable reel |
US20060065145A1 (en) * | 2004-09-30 | 2006-03-30 | Nu-Kote International, Inc. | Non-aqueous ink jet ink for imaging a lithographic printing plate |
US7125448B2 (en) * | 2004-09-30 | 2006-10-24 | Nu-Kote International, Inc. | Non-aqueous ink jet ink for imaging a lithographic printing plate |
US20070252879A1 (en) * | 2006-04-28 | 2007-11-01 | Xerox Corporation | Phase change ink additives |
US20080229974A1 (en) * | 2007-03-23 | 2008-09-25 | Riso Kagaku Corporation | Non-aqueous pigment ink |
US9944808B2 (en) * | 2007-03-23 | 2018-04-17 | Riso Kagaku Corporation | Non-aqueous pigment ink |
US8398762B2 (en) | 2009-03-24 | 2013-03-19 | E I Du Pont De Nemours And Company | Pigmented inkjet ink comprising a bleed control agent |
WO2010111343A1 (en) * | 2009-03-24 | 2010-09-30 | E. I. Du Pont De Nemours And Company | Pigmented inkjet ink comprising a bleed control agent |
US8460448B2 (en) * | 2010-06-14 | 2013-06-11 | Dic Corporation | Printing ink dryer and printing ink using the same |
CN102911552B (en) * | 2011-08-02 | 2016-01-13 | 施乐公司 | Containing the ink of crystalline trans-cinnamic diester and amorphous isosorbide oligomers |
CN102911552A (en) * | 2011-08-02 | 2013-02-06 | 施乐公司 | Phase change inks containing crystalline trans-cinnamic diesters and amorphous isosorbide oligomers |
CN103131259A (en) * | 2011-11-23 | 2013-06-05 | 施乐公司 | Phase change inks containing crystalline trans-cinnamic diesters and polyterpene resins |
CN103131259B (en) * | 2011-11-23 | 2016-01-20 | 施乐公司 | Phase change ink containing crystalline trans-cinnamic diester and polyterpene resin |
US9228101B2 (en) * | 2012-04-26 | 2016-01-05 | Xerox Corporation | Rapidly crystallizing phase change inks and methods for forming the same |
US8741040B2 (en) * | 2012-04-26 | 2014-06-03 | Xerox Corporation | Phase change ink compositions comprising aromatic ethers |
KR20130121754A (en) * | 2012-04-26 | 2013-11-06 | 제록스 코포레이션 | Rapidly crystallizing phase change inks and methods for forming the same |
US20160002480A1 (en) * | 2013-03-07 | 2016-01-07 | Oce-Technologies B.V. | Ink composition |
US9616676B2 (en) * | 2013-03-07 | 2017-04-11 | Oce-Technologies B.V. | Ink composition |
Also Published As
Publication number | Publication date |
---|---|
JPH11148033A (en) | 1999-06-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5922117A (en) | Ink compositions containing alcohols | |
US5876492A (en) | Ink compositions containing esters | |
US5931995A (en) | Ink compositions | |
US5902390A (en) | Ink compositions containing ketones | |
US5989325A (en) | Ink compositions | |
US6110265A (en) | Ink compositions | |
US6306203B1 (en) | Phase change inks | |
US6045607A (en) | Ink compositions | |
US6319310B1 (en) | Phase change ink compositions | |
US5958119A (en) | Hot melt ink compositions | |
US6350795B1 (en) | Ink compositions | |
US6461417B1 (en) | Ink compositions | |
US6066200A (en) | Ink compositions | |
US6071333A (en) | Ink compositions | |
US6106599A (en) | Inks | |
US6096125A (en) | Ink compositions | |
US6593398B2 (en) | Ink compositions | |
US6113678A (en) | Hot melt inks containing polyanhydrides | |
US6117223A (en) | Hot melt inks containing polyketones | |
US6336963B1 (en) | Phase change inks | |
US6059871A (en) | Ink compositions | |
US6132499A (en) | Inks | |
US6096124A (en) | Ink compositions | |
US6328793B1 (en) | Phase change inks | |
US6187083B1 (en) | Conductive inks containing sulfonate salts |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: XEROX CORPORATION, CONNECTICUT Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:MALHOTRA, SHADI L.;BOILS, DANIELLE C.;REEL/FRAME:008729/0709 Effective date: 19970918 |
|
AS | Assignment |
Owner name: BANK ONE, NA, AS ADMINISTRATIVE AGENT, ILLINOIS Free format text: SECURITY INTEREST;ASSIGNOR:XEROX CORPORATION;REEL/FRAME:013153/0001 Effective date: 20020621 |
|
FPAY | Fee payment |
Year of fee payment: 4 |
|
AS | Assignment |
Owner name: JPMORGAN CHASE BANK, AS COLLATERAL AGENT, TEXAS Free format text: SECURITY AGREEMENT;ASSIGNOR:XEROX CORPORATION;REEL/FRAME:015134/0476 Effective date: 20030625 Owner name: JPMORGAN CHASE BANK, AS COLLATERAL AGENT,TEXAS Free format text: SECURITY AGREEMENT;ASSIGNOR:XEROX CORPORATION;REEL/FRAME:015134/0476 Effective date: 20030625 |
|
REMI | Maintenance fee reminder mailed | ||
LAPS | Lapse for failure to pay maintenance fees | ||
STCH | Information on status: patent discontinuation |
Free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362 |
|
FP | Lapsed due to failure to pay maintenance fee |
Effective date: 20070713 |
|
AS | Assignment |
Owner name: XEROX CORPORATION, CONNECTICUT Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:JPMORGAN CHASE BANK, N.A. AS SUCCESSOR-IN-INTEREST ADMINISTRATIVE AGENT AND COLLATERAL AGENT TO JPMORGAN CHASE BANK;REEL/FRAME:066728/0193 Effective date: 20220822 |